Federal-Mogul Corporation. Sinking Fund Debenture. Dated Feb 16, 1973, No. RY244, for $25,000, in the State of Michigan. Issued and punch cancelled, certificate is in very good condition, with several pin/staple holes. 20 x 30 cm. 

From Wikipedia: Federal-Mogul Corporation is an American developer, manufacturer, and supplier of products for automotive, commercial, aerospace, marine, rail, and off-road vehicles, as well as industrial, agricultural, and power-generation applications. It was acquired in February 2022 by Apollo Global Management.